View 849 SHADOWMOSS DRIVE Winter Garden, FL MLS# O6402463
$745,000
5

Beds

3.0

Baths

2,620

Sq.Ft.

849 SHADOWMOSS DRIVE

Winter Garden, FL

Courtesy of XCELLENCE
View 17412 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6402876
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Monday 6/1 10:00 AM - 6:00 PM
$725,000
4

Beds

3.0

Baths

2,120

Sq.Ft.

17412 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6165 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111538
$745,130
4

Beds

3.0

Baths

3,038

Sq.Ft.

6165 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 17406 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6402286
  • New Construction with Virtual Tour
1 of 54
OPEN HOUSE: Monday 6/1 10:00 AM - 6:00 PM
$845,000
5

Beds

4.1

Baths

3,427

Sq.Ft.

17406 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6177 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111566
$729,385
4

Beds

3.1

Baths

2,688

Sq.Ft.

6177 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9942 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6402319
$899,000
4

Beds

3.1

Baths

2,935

Sq.Ft.

9942 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 925 BAINBRIDGE LOOP Winter Garden, FL MLS# O6402075
$815,000
4

Beds

4.0

Baths

3,580

Sq.Ft.

925 BAINBRIDGE LOOP

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 2640 GROVE VIEW DRIVE Winter Garden, FL MLS# O6401215
$784,900
5

Beds

3.0

Baths

3,738

Sq.Ft.

2640 GROVE VIEW DRIVE

Winter Garden, FL

Courtesy of GECKO REALTY, INC
View 7580 SPRING VALLEY STREET Winter Garden, FL MLS# G5111519
$693,230
4

Beds

3.1

Baths

2,515

Sq.Ft.

7580 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17434 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111523
$749,360
6

Beds

4.1

Baths

3,412

Sq.Ft.

17434 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16294 HONEY HARVEST STREET Winter Garden, FL MLS# O6403794
$685,000
5

Beds

4.1

Baths

2,812

Sq.Ft.

16294 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7526 SPRING VALLEY STREET Winter Garden, FL MLS# G5111448
$676,245
5

Beds

4.0

Baths

2,680

Sq.Ft.

7526 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9433 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6401775
$729,800
4

Beds

2.1

Baths

2,063

Sq.Ft.

9433 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8114 SAYINGS DRIVE Winter Garden, FL MLS# O6401941
$739,000
5

Beds

3.0

Baths

3,284

Sq.Ft.

8114 SAYINGS DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 5138 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6401856
$745,000
4

Beds

3.0

Baths

2,468

Sq.Ft.

5138 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 16760 HARPER COVE DRIVE Winter Garden, FL MLS# O6403109
$700,000
4

Beds

3.0

Baths

2,909

Sq.Ft.

16760 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 12513 SCARLETT SAGE COURT Winter Garden, FL MLS# O6393138
$875,000
5

Beds

3.0

Baths

3,570

Sq.Ft.

12513 SCARLETT SAGE COURT

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 17876 ADRIFT ROAD Winter Garden, FL MLS# O6400461
$899,000
5

Beds

4.0

Baths

2,866

Sq.Ft.

17876 ADRIFT ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 14014 LANYARD WAY Winter Garden, FL MLS# G5111358
  • New Construction
1 of 3
$778,206
5

Beds

3.1

Baths

3,076

Sq.Ft.

14014 LANYARD WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12529 DALLINGTON TERRACE Winter Garden, FL MLS# O6400678
$869,990
5

Beds

3.1

Baths

3,519

Sq.Ft.

12529 DALLINGTON TERRACE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

1,037

Estimated median home price

$609,990
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

PriceCount
$0 - 100K1
$100K - 200K25
$200K - 300K92
$300K - 400K80
$400K - 500K140
$500K - 600K172
$600K - 700K129
$700K - 800K113
$800K - 900K89
$900K - 1M71
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse135
Condo143
Commercial10
Rental213
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 6/1/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 6/1/2026.